No breaks appear when I try to start one

If no break appears when you manually start one, or as scheduled, there may be a permissions issue.

Try this:

  1. Make sure Time Out is in your Applications folder.
  2. Paste the following command into Terminal:

xattr -d -r -s com.apple.quarantine /Applications/Time\ Out.app

If this gives a permissions error (e.g. "xattr: [Errno 13] Permission denied"), try it again with sudo before the command, to elevate the privileges. You'll need to enter your Administrator password. This command is safe to use with sudo:

sudo xattr -d -r -s com.apple.quarantine /Applications/Time\ Out.app